Institute of Drug Discovery Technology, Ningbo University, 315211, Ningbo, Zhejiang, P. R. China.
Department of Chemistry and, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, 518055, Shenzhen, P. R. China.
Chemistry. 2023 Apr 21;29(23):e202300264. doi: 10.1002/chem.202300264. Epub 2023 Mar 15.
The combination of the alkoxyphosphoranes, Ph P(OR)(O C Cl ) and the borane B(C F ) generates the zwitterions 3 which act as FLP to effect the alkylation of several nucleophiles affording C-C, C-N, C-H and C-Cl coupling products. A DFT study shows the reaction proceeds via an FLP activation pathway generating an alkoxyphosphonium intermediate which effects the alkylation of the nucleophiles, akin to the Mitsunobu reaction.
烷氧基膦 PhP(OR)(OCCl)与硼烷 B(C6F5)3 结合生成两性离子 3,它们作为 FLP 可实现几种亲核试剂的烷基化,得到 C-C、C-N、C-H 和 C-Cl 偶联产物。DFT 研究表明,反应通过 FLP 活化途径进行,生成烷氧基磷翁中间体,从而实现亲核试剂的烷基化,类似于 Mitsunobu 反应。